Kendall Jenner Ex-Boyfriend: So, you know Kendall Jenner, right? She’s always been pretty private about her love life. According to Farnaz Farjam, executive producer of Keeping Up with the Kardashians, Kendall had this rule that she wanted to be with someone for at least a year before bringing them into the spotlight because she wanted to make sure their intentions were genuine. So, the show kind of kept her personal life out of it.
Even in 2019, Kendall told Vogue Australia that she prefers to keep her relationships low-key. She values her friendships and romantic relationships as something special and sacred, and she believes that keeping things private helps avoid unnecessary drama.
But hey, she’s still been linked to some pretty famous names over the years! Remember her teenage fling with Harry Styles? And then there was her two-year relationship with NBA player Devin Booker. Oh, and let’s not forget about her recent romance with rapper Bad Bunny, although they apparently called it quits in late 2023.
And can we talk about her thing for athletes? It’s like a family tradition or something. Kim even rocked a T-shirt in a TikTok video that said “Kendall Starting Five,” featuring images of five NBA players Kendall has been linked to. Classic Kardashian humor, right? It even made an appearance on The Kardashians.
So, if you’re curious about Kendall Jenner’s dating history, from now all the way back to 2013, let’s dive in!
List of Kendall Jenner’s Ex-Boyfriends
Bad Bunny (February 2023– December 2023)
So, in February 2023, Kendall Jenner was spotted leaving a restaurant in L.A. with rapper Bad Bunny. Apparently, they even went on a double date with the Biebers at Wally’s in Beverly Hills.
Sources spilled the beans to People, saying that Kendall and Bad Bunny were definitely spending time together. They were introduced by friends, and Bad Bunny had just moved to L.A. and bought a house. Seems like things were heating up!
According to insiders, Kendall was really into him and having a blast. They mentioned that Bad Bunny was different from her past flames, describing him as very charming.
Then, in March 2023, Bad Bunny dropped a track called “Coco Chanel” where he seemed to throw some shade at Kendall’s ex, Devin Booker, who plays basketball for the Phoenix Suns.
He rapped about the heat in Puerto Rico being hotter than in Phoenix, implying that Kendall knew it. Booker didn’t stay silent, though. He fired back in a now-deleted Instagram comment, showing he wasn’t too pleased with Bad Bunny’s lyrics.
But things weren’t all drama. A few weeks later, Kendall introduced Bad Bunny to her horse, Arizona, at the Hidden Hills Equestrian Center in California. They had a romantic horseback ride around the property, with Bad Bunny even taking Arizona for a spin around the training ring.
Unfortunately, by December 2023, it was all over. Sources confirmed to People that Kendall and Bad Bunny had called it quits. This news came just after they were spotted at a Saturday Night Live afterparty, where Bad Bunny performed as both the host and musical guest. Guess the spark fizzled out.
Devin Booker (April 2020–November 2022)
So, let’s talk about Kendall Jenner and Devin Booker’s relationship journey. These two kicked off what seemed to be a pretty serious thing back in April 2020 when they started dating.
The NBA star and the supermodel kept things relatively low-key at first, but by September 2020, rumors were flying after they were spotted on a road trip to Sedona, Arizona.
Kendall then confirmed the relationship herself during a Keeping Up With the Kardashians reunion episode in June the following year, casually dropping the bomb that Booker was indeed her boyfriend.
But as life often goes, their romance hit a snag after about two and a half years, wrapping up in November 2022. It wasn’t because of some dramatic falling out, though.
Apparently, their hectic schedules just weren’t meshing well anymore. A source spilled to People magazine that both Kendall and Devin were swamped with their respective careers, and they decided it was best to prioritize that over their relationship.
Still, they parted on good terms, with plenty of love and respect for each other, wishing each other nothing but the best.
Ben Simmons (July 2018–May 2019)
Blake Griffin (August 2017–February 2018)
Blake Griffin and the supermodel had a low-key relationship that lasted about six months, filled with enjoyable outings.
They were first linked in the summer of 2017 after being seen together leaving a Kendrick Lamar concert featuring Travis Scott, who was dating the supermodel’s sister Kylie at the time.
The couple went on several double dates, including one with Kylie and Travis Scott at Universal Studios, and another with Hailey Bieber (then Hailey Baldwin) and Chandler Parsons, who was dating Rhode founder’s then-beau, at Craig’s restaurant in West Hollywood.
In January 2018, rumors started swirling after Griffin was spotted out in Malibu with another woman, indicating that their relationship was cooling off.
The following month, sources clarified that their separation wasn’t due to any particular drama, but rather the result of Griffin being traded from the Los Angeles Clippers to the Detroit Pistons. The distance caused them to naturally grow apart.
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A$AP Rocky (July 2016–early 2017)
The supermodel and the rapper, A$AP Rocky, had a whirlwind romance that lasted almost a year. Their journey began when they were spotted together on a date in Paris during the summer of 2016.
The sparks continued to fly as they attended the 2017 Met Gala, where they were seen getting cozy and enjoying each other’s company. Their affection was also captured in various snapshots, including one shared by Jenner’s older sister, Kim Kardashian.
During this time, insiders confirmed that their relationship was serious. However, as the summer came around, it seemed their connection faded, and Jenner was soon linked to Griffin in August.
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Jordan Clarkson (2016)
Jenner’s first NBA relationship was with Jordan Clarkson, a player for the Los Angeles Lakers at the time. Clarkson was later traded to the Cleveland Cavaliers in 2018, where he became teammates with Tristan Thompson, who was dating Khloé Kardashian at the time and they were co-parenting.
They made their relationship public in April 2016, during Coachella, where they shared moments together on social media. However, rumors suggest they had been dating secretly for a few months before that.
According to reports, Clarkson was quite smitten with Jenner, and they seemed very affectionate together. Those close to them mentioned Clarkson’s sweetness and gentlemanly behavior, which Jenner apparently appreciated.
While there was no official confirmation of their breakup, Jenner was later romantically linked to A$AP Rocky in July of the same year.
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Harry Styles (January 2015–early 2016)
During her teenage years, Jenner had a youthful romance with singer Harry Styles, marking her first notable relationship with a celebrity.
Their relationship became public knowledge when Khloé confirmed it in an interview in January 2015, but speculation about their romance had been swirling since November 2013, when they were seen together at Craig’s in West Hollywood alongside their friend Cara Delevingne.
Although Jenner and Styles reportedly ended their relationship in early 2016, around the time Jenner was rumored to have started dating Clarkson, they’ve maintained a friendship.
Jenner has shown her support for Styles by attending his shows, and in September 2016, despite Jenner being linked with A$AP Rocky, they were spotted enjoying a friendly dinner in Los Angeles, with reports suggesting Jenner was visibly happy.
Their enduring chemistry was evident in 2019 when they appeared together on The Late Late Show With James Corden to play “Fill Your Guts or Spill Your Guts.”